Downstream synthetic route of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the synthetic route has been constantly updated, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO367,mainly used in chemical industry, its synthesis route is as follows.,246047-72-3

A suspension of 500 mg (0.59 mmol) of [RuCl2(PCy3) (ImH2Mes)(phenylmethy- lene)] (commercially available from Sigma-Aldrich Inc., St. Louis, USA), 60 mg (0.61 mmol) copper chloride and 100 mg (0.64 mmol) 8-vinylquinoline (prepared according to G.T. Crisp, S. Papadopoulos, Aust. J. Chem. 1989, 42, 279-285) in 40 ml methylene chloride was stirred at room temperature for 90 min. The reaction mixture was evaporated to dryness and the isolated crude product purified by silica gel chromatography (hexane / ethyl acetat 2:1) to yield 255 mg (70%) of the title compound as green crystals. MS: 584.4 (M-Cl+). 1H-NMR (300 MHz, CD2Cl2): 2.36 (s, 6H); 2.40 (s, 12H); 4.04 (s, 4H); 7.01 (s, 4H); 7.19 (dd, J=8.4, 4.9Hz, IH); 7.34 (t, J=7.7Hz, IH); 7.51 (d, J=7.1Hz, IH); 8.08-8.18 (m, 2H); 8.26 (dd, J=4.8, 1.3Hz, IH); 16.95 (s, IH). Anal, calcd. for C3IH33N3Cl2Ru: C, 60.09; H, 5.37; N, 6.78; Cl, 11.44. Found: C, 60.06; H, 5.75; N, 6.16; Cl, 10.90.

With the synthetic route has been constantly updated, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium,belong ruthenium-catalysts compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/644; (2008); A1;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The important role of 246047-72-3

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, as a common heterocyclic compound, it belongs to ruthenium-catalysts compound, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

To a dry 100 mL round-bottom flask containing a magnetic stirbar, under argon, was added 1.79 g (2.1 mmol, 1.0 equiv) [5], CuCl (521 mg, 5.28 mmol, 2.51 equiv), and 25 mL of anhydrous CH2Cl2. Ligand precursor [2] (403 mg, 2.1 mmol, 1.0 equiv) was added to the reddish solution in 20 mL of CH2Cl2 at room temperature. A reflux condenser was added and the mixture was heated for 70 minutes, under argon. The crude product was concentrated and loaded onto silica gel and eluted with 2:1 pentane:CH2Cl2 then 1:1 pentane:CH2Cl2 to remove a dark green band. The column was washed with CH2Cl2, then Et2O. The green and yellow bands were combined and concentrated under reduced pressure to yield a dark green solid. The solvents are removed under reduced pressure and the solid was crystallized from hexane to yield 1.07 g (1.70 mmol, 85%) of [6]. 1H NMR (300 MHz, CDCl3) delta: 16.56 (s, 1H, Ru=CHAr), 7.48 (m, 1H, aromatic CH), 7.07 (s, 4H, mesityl aromatic CH), 6.93 (dd, J=7.4 Hz, 1.6 Hz, 1H, aromatic CH), 6.85 (dd, J=7.4 Hz, 1H, aromatic CH), 6.79 (d, J=8.6 Hz, 1H, aromatic CH) 4.90 (septet, J=6.3 Hz, 1H, (CH3)2CHOAr), 4.18 (s, 4H, N(CH2)2N), 2.48 (s, 12H, mesityl o-CH3), 2.40 (s, 6H, mesityl p-CH3), 1.27 (d, J=5.9 Hz, 6H, (CH3)2CHOAr. 13C NMR (75 MHz, CDCl3) delta: 296.8 (q, J=61.5 Hz), 211.1, 152.0, 145.1, 145.09, 138.61, 129.4 (d, JNC 3.9 Hz), 129.3, 129.2, 122.6, 122.1, 122.8, 74.9 (d, JOC 10.7 Hz), 51.4, 30.9, 25.9, 21.01.

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Reference£º
Patent; MATERIA, INC.; Pederson, Richard L.; Woertink, Jason K.; Haar, Christopher M.; Gindelberger, David E.; Schrodi, Yann; (13 pag.)US9504997; (2016); B2;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Downstream synthetic route of Dichlorotris(triphenylphosphino)ruthenium (II)

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II),belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO158,mainly used in chemical industry, its synthesis route is as follows.,15529-49-4

Compound 10 (628.5 mg, 1.0 mmol) and degassed morpholine (15 mL) were placed in a 100-mL Young-Schlenk container substituted with argon gas. Thereafter, the Young-Schlenk container was placed in an oil bath, and heated to 120 C. while stirring the components in the Young-Schlenk container, thereby causing a reaction. The progress of the reaction was confirmed by TLC, and the heating was stopped after two hours. Subsequently, the morpholine in the reaction mixture restored to room temperature (25 C.) was removed after collection with a liquid nitrogen trap under reduced pressure (0.1 to 2 mmHg). At this time, the reaction mixture was sufficiently stirred, and the Young-Schlenk container was immersed in water at room temperature (25 C.) to prevent cooling of the Young-Schlenk container by the heat of vaporization. (0255) After sufficiently removing the morpholine, dichlorotris(triphenylphosphino)ruthenium (II) (958.8 mg, 1.0 mmol) and dehydrated toluene (20 mL) were added while introducing argon gas into the container, and the mixture was heated to 110 C. using an oil bath, thereby causing a reaction. The heating was stopped after two hours, and the reaction mixture was restored to room temperature (25 C.). (0256) Subsequently, dehydrated hexane (40 mL) was added to the reaction mixture in an argon gas atmosphere. Thereafter, the whole mixture, including the hexane layer and the toluene layer, in the Young-Schlenk container was stirred and completely mixed. After leaving the mixture unattended for an hour, the generated purple substance was filtered out in an argon atmosphere while being washed with dehydrated diethylether, thereby obtaining a crude product. (0257) Subsequently, the resulting crude product was subjected to column chromatography (developing solvent: chloroform/THF=10/1) in which silica gels were accumulated to about 10 cm, thereby removing a compound with high polarity. The effluent was collected to a flask and the collection was continued until the color of the purple liquid was slightly diluted. After this operation, the solution collected in the recovery flask was rapidly concentrated by an evaporator, thereby obtaining 563.7 mg (0.73 mmol, 73%) of substantially pure Compound 2f (RUPCY3) as a purple substance. (0258) The spectral data of Compound 2f (RUPCY3) is shown below. (0259) 1H NMR (600 MHz, CDCl3): delta 8.12 (d, 2H, J=8.2 Hz, C12H6N2), 7.86 (d, 2H, J=8.2 Hz, C12H6N2), 7.80 (s, 2H, C12H6N2), 4.05 (d, 4H, J 35=7.6 Hz, PCH2), 2.42-2.51 (br, 4H, C6H11), 2.31 (d, 4H, J=11.0 Hz C6H11), 2.12 (d, 4H, J=12.4 Hz, C6H11), 1.61-1.94 (m, 20H, C6H11), 1.18-1.37 (m, 12H, C6H11). 13C NMR (151 MHz, CDCl3): delta 163.6, 149.3, 132.6, 128.6, 125.3, 121.8, 41.4, (d, 1JPC=23.1 Hz) 36.6 (t, 1JPC=7.2 Hz), 30.7, 29.4, 27.8, 27.6, 26.4. 31P{1H} NMR (243 MHz, CDCl3): delta 56.8. HRMS (ESI, (M-Cl)+) Calcd for C38H54ClN2P2Ru+: 737.2494. Found m/z=737.2483. (0260) FIG. 2 shows the result of an X-ray single crystal structural analysis (Oak Ridge Thermal Ellipsoid Plot) of Compound 2f.

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II),belong ruthenium-catalysts compound

Reference£º
Patent; National University Corporation Nagoya University; Saito, Susumu; Noyori, Ryoji; Miura, Takashi; Naruto, Masayuki; Iida, Kazuki; Takada, Yuki; Toda, Katsuaki; Nimura, Sota; Agrawal, Santosh; Lee, Sunkook; (42 pag.)US9463451; (2016); B2;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The important role of 15529-49-4

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II)

Name is Dichlorotris(triphenylphosphino)ruthenium (II), as a common heterocyclic compound, it belongs to ruthenium-catalysts compound, and cas is 15529-49-4, its synthesis route is as follows.,15529-49-4

General procedure: Diphosphine ligand (2.0 mmol) was dissolved in 10 mL of dichloromethane and the solution was added dropwise to a stirred solution of RuCl2(PPh3)3 (1.0 mmol) in 10 mL of dichloromethane. The reaction mixture was stirred approximately for 50 min at room temperature. The brown solution was filtered to remove the insoluble impurities. The solvent was reduced by a vacuum and the product was then precipitated by adding n-hexane. The yellow solid was filtered and washed three times with 20 mL of diethyl ether.

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II)

Reference£º
Article; Al-Noaimi, Mousa; Warad, Ismail; Abdel-Rahman, Obadah S.; Awwadi, Firas F.; Haddad, Salim F.; Hadda, Taibi B.; Polyhedron; vol. 62; (2013); p. 110 – 119;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on Dichlorotris(triphenylphosphino)ruthenium (II)

With the complex challenges of chemical substances, we look forward to future research findings about 15529-49-4,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to ruthenium-catalysts compound, name is Dichlorotris(triphenylphosphino)ruthenium (II), and cas is 15529-49-4, its synthesis route is as follows.,15529-49-4

Example B2: Preparation of [(CI)2Ru(Pphenyl3)(ligand L2)], K2tolueneyl 272.5 mg (0.284 mmol) of dichlorotris(triphenylphosphine)ruthenium(ll) and 160.0 mg (0.296 mmol) of ligand L2 are placed in a 10 ml Schlenk tube and admixed with 6.5 ml of dry toluene under argon. The dark suspension is stirred overnight at room temperature, resulting in a colour change to orange-red. After addition of 4 ml of dry pentane, the stirrer is switched off and the supernatant orange solution is filtered off with suction from the orange solid. The solid is washed five times with 4 ml each time of pentane and dried in a high vacuum. This gives 244 mg (88% of theory) of the title compound as an orange powder. 31P-NMR (C6D6, 121.5 MHz, ppm): 49.7 (d, J = 40), 61.2 (d, J = 40).

With the complex challenges of chemical substances, we look forward to future research findings about 15529-49-4,belong ruthenium-catalysts compound

Reference£º
Patent; SOLVIAS AG; WO2007/104690; (2007); A1;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The important role of 246047-72-3

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, as a common heterocyclic compound, it belongs to ruthenium-catalysts compound, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

A 50 mL two-necked flask was purged with argon and then the ligand 7q (10 mmol), CuCl (30 mmol, 3 eq) and 30 mL of dry DCM were sequentially added and the mixture was purged three times with argon to protect the closed system with an argon balloon. Ruthenium complex 1b (12 mmol) was added under argon atmosphere, and the reaction was carried out at room temperature for 0.5 hour. After completion of the reaction, silica gel was added to the filtrate after filtration, and the crude product was obtained by silica gel column chromatography, and then washed with methanol or pentane-DCM to obtain a green solid product 8q. Yield: 59%.

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Reference£º
Patent; Zannan Science And Technology (Shanghai) Co., Ltd.; Zhan Zhengyun; (102 pag.)CN104262403; (2017); B;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on Dichlorotris(triphenylphosphino)ruthenium (II)

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II),belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to ruthenium-catalysts compound, name is Dichlorotris(triphenylphosphino)ruthenium (II), and cas is 15529-49-4, its synthesis route is as follows.,15529-49-4

A 50 ml three-necked flask equipped with a stirring reflux device was charged with 1 mmol of 2-diethylphosphine aniline,1.6 mmol of m-methylbenzyl alcohol, 1 mmol of 1,1′-dimethylphosphine ferrocene, 1 mmol of RuCl2 (PPh3) 3, 1.5 mmol of triethylamine and 20 ml of toluene at a temperature of 110 C. for 20 h under a nitrogen atmosphereAfter cooling, filtration and recrystallization of the resulting solid from a mixed solvent of CH 2 Cl 2 and petroleum ether, product 18 was obtained in a yield of 83%.

With the complex challenges of chemical substances, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II),belong ruthenium-catalysts compound

Reference£º
Patent; Luoyang Normal College; Li Hongmei; Xu Chen; Zu Enpu; Xiao Zhiqiang; Han Xin; (12 pag.)CN104804048; (2017); B;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Some tips on (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

As a common heterocyclic compound, it belongs to ruthenium-catalysts compound, name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

To a solution of 13a (22.0 mg, 0.038 mmol) in anhydrous CH2Cl2 (5.0 ml) was added2nd generation Grubbs catalyst (29.0 mg, 0.034 mmol) and CuCl (I) (7.5 mg, 0.075mmol) under nitrogen at 30 C and stirred for 3 h. The reaction mixture wasconcentrated in vacuo, and the residue was purified by column chromatography onsilica gel (hexane / CH2Cl2 = 1 / 1) to give 3a (14.0 mg, 35%).Green crystals; mp 178-183 C (dec.); 1H NMR (270 MHz, CDCl3) delta 2.09-2.00 (m, 2H),2.43 (d, J = 14.0 Hz, 18H), 2.86 (t, J = 12.1 Hz, 2H), 4.17 (s, 4H), 4.27 (t, J = 10.2 Hz,2H), 6.91 (s, 1H), 7.08 (s, 4H), 7.43 (s, 1H), 16.32 (s, 1H); 19F NMR (466 MHz, CDCl3)delta -80.5 (3F), -109.2 (2F), -121.0 (2F), -121.3 (2F), -121.7 (4F), -122.5 (2F), -126.0(2F); 13C NMR (68 MHz, CDCl3) delta 19.2, 21.0, 22.1, 23.6, 51.7, 70.2, 118.0, 123.3,124.2, 127.1, 129.6, 136.1, 138.7, 139.0, 142.8, 143.2, 151.8, 209.2, 288.5; IR (FT)3979, 3857, 3747, 3685, 3417, 2956, 2918, 2363, 2336, 1596, 1481, 1413, 1240, 1208,1140, 1046, 988, 904, 857, 809, 741, 720 cm-1; HRMS (FAB) m/z [M+H]+ calcd forC39H36Cl2F17N2ORu 1044.0977; found 1044.0991.

With the complex challenges of chemical substances, we look forward to future research findings about 246047-72-3,belong ruthenium-catalysts compound

Reference£º
Article; Kobayashi, Yuki; Suzumura, Naoki; Tsuchiya, Yuki; Goto, Machiko; Sugiyama, Yuya; Shioiri, Takayuki; Matsugi, Masato; Synthesis; vol. 49; 8; (2017); p. 1796 – 1807;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Share a compound : 15529-49-4

15529-49-4 is used more and more widely, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II)

Dichlorotris(triphenylphosphino)ruthenium (II), cas is 15529-49-4, it is a common heterocyclic compound, the ruthenium-catalysts compound, its synthesis route is as follows.,15529-49-4

2-Chloro-benzoic acid (55mg, 0.35mmol) in dry THF was treated with triethylamine (0.20mL) and the mixture was stirred at ambient temperature for 1h. [RuCl2(PPh3)3] (335mg, 0.35mmol) was added and the reaction mixture was stirred overnight at room temperature, during which there was a color change from brown to deep green. The solvent was removed under reduced pressure. The residue was washed with diethyl ether and hexane. Recrystallization from CH2Cl2/Et2O afforded deep green crystals of 2 in five days. Yield: 206mg, 69% (based on Ru). IR (KBr disc, cm-1): nu(OCO) 1511 (s) and 1468 (s). MS (FAB): m/z=852 [M]+, 817 [M-Cl]+, 782 [M-2Cl]+. mueff=1.96muB. Anal. for C40H35O2Cl2P2Ru: calcd. C 60.61, H 4.22%; found C 60.47, H 4.16%.

15529-49-4 is used more and more widely, we look forward to future research findings about Dichlorotris(triphenylphosphino)ruthenium (II)

Reference£º
Article; Gu, Jiling; Shi, Li-Miao; Ma, Xiu-Fang; Jia, Ai-Quan; Zhang, Qian-Feng; Inorganica Chimica Acta; vol. 466; (2017); p. 382 – 388;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

The important role of 246047-72-3

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, as a common heterocyclic compound, it belongs to ruthenium-catalysts compound, and cas is 246047-72-3, its synthesis route is as follows.,246047-72-3

After a 50 mL two-necked flask was purged with argon, the ligand 3 cp (10 mmol), CuCl (30 mmol, 3 eq) and 30 mL of dry DCM were sequentially added and the mixture was purged three times with argon to protect the closed system with an argon balloon. Ruthenium complex 1b (12 mmol) was added under argon atmosphere, and the reaction was carried out at room temperature for 0.5 hour. After completion of the reaction, silica gel was added to the filtrate after filtration, and the crude product was obtained by silica gel column chromatography, and then washed with methanol or pentane-DCM to obtain a green solid product 4cp, yield: 68%.

With the complex challenges of chemical substances, we look forward to future research findings about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

Reference£º
Patent; Zannan Science And Technology (Shanghai) Co., Ltd.; Zhan Zhengyun; (102 pag.)CN104262403; (2017); B;,
Highly efficient and robust molecular ruthenium catalysts for water oxidation
Catalysts | Special Issue : Ruthenium Catalysts – MDPI